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Diversity-Oriented Approach to Cyclophanes via Fischer Indolization and Ring-Closing Metathesis: Substrate-Controlled Stereochemical Outcome in RCM

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Title Diversity-Oriented Approach to Cyclophanes via Fischer Indolization and Ring-Closing Metathesis: Substrate-Controlled Stereochemical Outcome in RCM
 
Creator KOTHA, S
CHINNAM, AK
SHIRBHATE, ME
 
Subject OLEFIN METATHESIS
ANION RECOGNITION
KEY STEPS
CONSTRUCTION
DERIVATIVES
STRATEGIES
PRODUCTS
ANALOGS
CORE
 
Description Here, we report a new and diversity-oriented approach to macrocyclic cyclophanes by a Grignard reaction, followed by Fischer indolization and ring-closing metathesis (RCM) as key steps. The configuration of the double bond formed during the RCM depends upon the order of synthetic sequence used. Fischer indolization followed by RCM delivers the cis isomer, whereas RCM followed by Fischer indolization gives the trans isomer.
 
Publisher AMER CHEMICAL SOC
 
Date 2016-01-15T06:08:17Z
2016-01-15T06:08:17Z
2015
 
Type Article
 
Identifier JOURNAL OF ORGANIC CHEMISTRY, 80(18)9141-9146
0022-3263
http://dx.doi.org/10.1021/acs.joc.5b01433
http://dspace.library.iitb.ac.in/jspui/handle/100/17893
 
Language en